Synthesis of Novel Triazine-Based Chalcones and 8,9-dihydro-7H-pyrimido[4,5-b][1,4]diazepines as Potential Leads in the Search of Anticancer, Antibacterial and Antifungal Agents
| dc.contributor.author | Moreno, Leydi M. | |
| dc.contributor.author | Quiroga, Jairo | |
| dc.contributor.author | Abonia, Rodrigo | |
| dc.contributor.author | Crespo, María del P. | |
| dc.contributor.author | Aranaga, Carlos | |
| dc.contributor.author | Martínez Martínez, Luis | |
| dc.contributor.author | Sortino, Maximiliano | |
| dc.contributor.author | Barreto, Mauricio | |
| dc.contributor.author | Burbano, María E. | |
| dc.contributor.author | Insuasty, Braulio | |
| dc.date.accessioned | 2025-07-09T20:59:20Z | |
| dc.date.available | 2025-07-09T20:59:20Z | |
| dc.date.issued | 2024 | |
| dc.description.abstract | This study presents the synthesis of four series of novel hybrid chalcones (20,21)a–g and (23,24)a–g and six series of 1,3,5-triazine-based pyrimido[4,5-b][1,4]diazepines (28–33)a–g and the evaluation of their anticancer, antibacterial, antifungal, and cytotoxic properties. Chalcones 20b,d, 21a,b,d, 23a,d–g, 24a–g and the pyrimido[4,5-b][1,4]diazepines 29e,g, 30g, 31a,b,e–g, 33a,b,e–g exhibited outstanding anticancer activity against a panel of 60 cancer cell lines with GI50 values between 0.01 and 100 μM and LC50 values in the range of 4.09 μM to >100 μM, several of such derivatives showing higher activity than the standard drug 5-fluorouracil (5-FU). On the other hand, among the synthesized compounds, the best antibacterial properties against N. gonorrhoeae, S. aureus (ATCC 43300), and M. tuberculosis were exhibited by the pyrimido[4,5-b][1,4]diazepines (MICs: 0.25–62.5 µg/mL). The antifungal activity studies showed that triazinylamino-chalcone 29e and triazinyloxy-chalcone 31g were the most active compounds against T. rubrum and T. mentagrophytes and A. fumigatus, respectively (MICs = 62.5 μg/mL). Hemolytic activity studies and in silico toxicity analysis demonstrated that most of the compounds are safe. | |
| dc.identifier.citation | Moreno, L. M., Quiroga, J., Abonia, R., Crespo, M. d. P., Aranaga, C., Martínez-Martínez, L., Sortino, M., Barreto, M., Burbano, M. E., & Insuasty, B. (2024). Synthesis of Novel Triazine-Based Chalcones and 8,9-dihydro-7H-pyrimido[4,5-b][1,4]diazepines as Potential Leads in the Search of Anticancer, Antibacterial and Antifungal Agents. International Journal of Molecular Sciences, 25(7), 3623. https://doi.org/10.3390/ijms25073623 | |
| dc.identifier.issn | 16616596 | |
| dc.identifier.uri | https://repositorio.usc.edu.co/handle/20.500.12421/7327 | |
| dc.language.iso | en | |
| dc.publisher | MDPI | |
| dc.subject | 1 | |
| dc.subject | 3 | |
| dc.subject | 5-triazines | |
| dc.subject | antibacterial activity | |
| dc.subject | anticancer activity | |
| dc.subject | antifungal activity | |
| dc.subject | chalcones | |
| dc.subject | cytotoxicity | |
| dc.subject | diazepines | |
| dc.title | Synthesis of Novel Triazine-Based Chalcones and 8,9-dihydro-7H-pyrimido[4,5-b][1,4]diazepines as Potential Leads in the Search of Anticancer, Antibacterial and Antifungal Agents | |
| dc.type | Article |
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